The effect of substitution of the N-acetyl groups of N-acetylgalactosamine residues in chondroitin sulfate on its degradation by chondroitinase ABC.
The effect of substitution of the N-acetyl groups of N-acetylgalactosamine residues in chondroitin sulfate on its degradation by chondroitinase ABC.
复制标题
硫酸软骨素中 N-乙酰半乳糖胺残基的 N-乙酰基取代对其被软骨素酶 ABC 降解的影响。
DOI：
10.1007/s10719-007-9039-y
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发表时间：
2007
影响因子：
3
通讯作者：
Gowda,DChanne
中科院分区：
文献类型：
--
作者：
Madhunapantula,SubbaraoV;Achur,RajeshwaraN;Bhavanandan,VeerP;Gowda,DChanne
软骨素酶ABC是将硫酸软骨素、硫酸皮肤素和透明质酸降解成二糖的裂解酶。本研究的目的是确定软骨素酶ABC降解硫酸软骨素的能力，其中N-乙酰基被不同的酰基取代。牛气管硫酸软骨素A（bCSA）经肼解脱乙酰基后，游离氨基衍生为N-甲酰基、N-丙酰基、N-丁酰基、N-己酰基和N-苯甲酰基酰胺。用软骨素酶ABC处理bCSA的N-酰基或N-苯甲酰基衍生物，并对产物进行分析，结果表明，N-甲酰基、N-己酰基和N-苯甲酰基衍生物对酶完全耐受。与此相反，N-丙酰基或N-丁酰基衍生物降解成二糖与未修饰的bCSA相比，具有较慢的动力学。酶对bCSA衍生物的降解速率顺序为N-乙酰基> N-丙酰基>> N-丁酰基bCSA。这些结果对于理解糖胺聚糖的N-乙酰基与软骨素酶ABC的相互作用具有重要意义。
Chondroitinase ABC is a lyase that degrades chondroitin sulfate, dermatan sulfate and hyaluronic acid into disaccharides. The purpose of this study was to determine the ability of chondroitinase ABC to degrade chondroitin sulfate in which theN-acetyl groups are substituted with different acyl groups. The bovine tracheal chondroitin sulfate A (bCSA) wasN-deacetylated by hydrazinolysis, and the free amino groups derivatized intoN-formyl,N-propionyl,N-butyryl,N-hexanoyl orN-benzoyl amides. Treatment of theN-acyl orN-benzoyl derivatives of bCSA with chondroitinase ABC and analysis of the products showed that theN-formyl,N-hexanoyl andN-benzoyl derivatives are completely resistant to the enzyme. In contrast, theN-propionyl orN-butyryl derivatives were degraded into disaccharides with slower kinetics compared to that of unmodified bCSA. The rate of degradation of bCSA derivatives by the enzyme was found to be in the order ofN-acetyl>N-propionyl>>N-butyryl bCSA. These results have important implications for understanding the interaction ofN-acetyl groups of glycosaminoglycans with chondroitinase ABC.